Great questions for anyone

  • What was the happiest moment of your life? The saddest?
  • Who was the most important person in your life? Can you tell me about him or her?
  • Who has been the biggest influence on your life? What lessons did they teach you?
  • Who has been the kindest to you in your life?
  • What are the most important lessons you’ve learned in life?
  • What is your earliest memory?
  • Are there any words of wisdom you’d like to pass along to me?
  • What are you proudest of in your life?
  • When in life have you felt most alone?
  • How has your life been different than what you’d imagined?
  • How would you like to be remembered?
  • Do you have any regrets?
  • What does your future hold?
  • Is there anything that you’ve never told me but want to tell me now?
  • Is there something about me that you’ve always wanted to know but have never asked?

Friends

  • What is your first memory of me?
  • Was there a time when you didn’t like me?
  • What makes us such good friends?
  • How would you describe me? How would you describe yourself?
  • Where will we be in 10 years? 20 years?
  • Do you think we’ll ever lose touch with each other?
  • Is there anything that you’ve always wanted to tell me but haven’t?

Grandparents

  • Where did you grow up?
  • What was your childhood like?
  • Who were your favorite relatives?
  • Do you remember any of the stories they used to tell you?
  • How did you and grandma/grandpa meet?
  • What was my mom/dad like growing up?
  • Do you remember any songs that you used to sing to her/him? Can you sing them now?
  • Was she/he well-behaved?
  • What is the worst thing she/he ever did?
  • What were your parents like?
  • What were your grandparents like?
  • How would you like to be remembered?
  • Are you proud of me?

Raising children

  • When did you first find out that you’d be a parent? How did you feel?
  • Can you describe the moment when you saw your child for the first time?
  • How has being a parent changed you?
  • What are your dreams for your children?
  • Do you remember when your last child left home for good?
  • Do you have any favorite stories about your kids?

Parents

  • Do remember what was going through your head when you first saw me?
  • How did you choose my name?
  • What was I like as a baby? As a young child?
  • Do you remember any of the songs you used to sing to me? Can you sing them now?
  • What were my siblings like?
    What were the hardest moments you had when I was growing up?
  • If you could do everything again, would you raise me differently?
  • What advice would you give me about raising my own kids?
  • What are your dreams for me?
  • How did you meet mom/dad?
  • Are you proud of me?

Growing up

  • When and where were you born?
  • Where did you grow up?
  • What was it like?
  • Who were your parents?
  • What were your parents like?
  • How was your relationship with your parents?
  • Did you get into trouble? What was the worst thing you did?
  • Do you have any siblings? What were they like growing up?
  • What did you look like?
  • How would you describe yourself as a child? Were you happy?
  • What is your best memory of childhood? Worst?
  • Did you have a nickname? How’d you get it?
  • Who were your best friends? What were they like?
  • How would you describe a perfect day when you were young?
  • What did you think your life would be like when you were older?
  • Do you have any favorite stories from your childhood?

School

  • Did you enjoy school?
  • What kind of student were you?
  • What would you do for fun?
  • How would your classmates remember you?
  • Are you still friends with anyone from that time in your life?
  • What are your best memories of grade school/high school/college/graduate school? Worst memories?
  • Was there a teacher or teachers who had a particularly strong influence of your life? Tell me about them.
  • Do you have any favorite stories from school?

Love and relationships

  • Do you have a love of your life?
  • When did you first fall in love?
  • What was your first serious relationship?
  • Do you believe in love at first sight?
  • What lessons have you learned from your relationships?

Marriage

  • How did you meet your husband/wife?
  • How did you know he/she was “the one”?
  • How did you propose?
  • What were the best times? ?
  • What advice do you have for young couples?
  • Do you have any favorite stories from your marriage or about your husband/wife?

Working

  • What do you do for a living?
    Tell me about how you got into your line of work.
  • Do you like your job?
  • What did you think you were going to be when you grew up?
  • What did you want to be when you grew up?
  • What lessons has your work life taught you?
  • If you could do anything now, what would you do? Why?
  • Do you plan on retiring? If so, when? How do you feel about it?
  • Do you have any favorite stories from your work life?

Family heritage

  • What is your ethnic background?
  • Where is your mom’s family from? Where is your dad’s family from?
  • Have you ever been there? What was that experience like?
  • What traditions have been passed down in your family?
  • Who were your favorite relatives?
  • Do you remember any of the stories they used to tell you?
  • What are the classic family stories? Jokes? Songs?

War

  • Were you in the military?
  • Did you go to war? What was it like?
  • How did war change you?
  • During your service, can you recall times when you were afraid?
  • What are your strongest memories from your time in the military?
  • What lessons did you learn from this time in your life?